The Best Hotels with a Pool in Waukesha, WI from ￥13,274 in 2026

Q: What are some accommodations with pools in Waukesha?

Baymont by Wyndham Waukesha : Features daily, a pool, and free self parking. Tru By Hilton Milwaukee Brookfield : Provides daily, an indoor pool, and complimentary wired internet access. Home2 Suites by Hilton Milwaukee Brookfield : Offers a seasonal outdoor pool, an indoor pool, and free self parking. Potawatomi Hotel & Casino : Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool, and a full-service spa. Sheraton Milwaukee Brookfield Hotel : Hotel, 13-minute walk from Fiserv Forum. Provides buffet, a pool, and complimentary wireless internet access.

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Our top choices for Waukesha hotels with a pool

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Waukesha

￥18,785 total

includes taxes & fees

Jun 16 - Jun 17

Marriott Milwaukee West

Waukesha

Dive into Milwaukee's indoor pool and hot tub oasis where relaxation flows after a day of business or skiing adventures.

￥21,363 total

includes taxes & fees

Jul 3 - Jul 4

Baymont by Wyndham Waukesha

Waukesha

Dive into refreshing poolside bliss at this central Waukesha hotel with jetted tubs.

￥14,285 total

includes taxes & fees

Jun 15 - Jun 16

Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Experience relaxing aquatic bliss in Milwaukee with a refreshing year-round indoor pool.

￥23,278 total

includes taxes & fees

Jul 12 - Jul 13

Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

Splash into pure relaxation at the indoor pool and hot tub, where leisure is available all year long.

￥18,262 total

includes taxes & fees

Jun 21 - Jun 22

Quality Inn & Suites East Troy I-43

East Troy

Splash into relaxation at this indoor pool hotel with a soothing hot tub near Alpine Valley Music Theatre.

￥14,517 total

includes taxes & fees

Jun 23 - Jun 24

Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

Brown Deer

￥17,196 total

includes taxes & fees

Jul 7 - Jul 8

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

Cedarburg

Escape the ordinary with refreshing pool access at this historic Victorian bed and breakfast nestled in Cedarburg's charm.

￥29,175 total

includes taxes & fees

Jun 15 - Jun 16

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Choose what matters most at hotels with a pool in Waukesha

Breakfast included

Hot tub

Top Waukesha Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

4/10 Poor

"The sheets were terrible! Dingy, yellow looking with stains"

Crowne Plaza Milwaukee Airport by IHG

6/10 Okay

"The bathroom toilet didn’t work well and we didn’t get any assistance with that. Everything else was okay. It wasn’t super clean but it wasn’t too terribly dirty either. There was someone leaf blowing with a back pack leaf blower at 6:30am on Saturday morning and that was very frustrating."

Frequently asked questions

What are some accommodations with pools in Waukesha?

Baymont by Wyndham Waukesha: Features daily, a pool, and free self parking. Tru By Hilton Milwaukee Brookfield: Provides daily, an indoor pool, and complimentary wired internet access. Home2 Suites by Hilton Milwaukee Brookfield: Offers a seasonal outdoor pool, an indoor pool, and free self parking. Potawatomi Hotel & Casino: Hotel, 14-minute walk from Lake Michigan. Offers 2 restaurants, an indoor pool, and a full-service spa. Sheraton Milwaukee Brookfield Hotel: Hotel, 13-minute walk from Fiserv Forum. Provides buffet, a pool, and complimentary wireless internet access.

What is there to see and do in Waukesha?

Explore places like American Family Field while you're in the area. Surround yourself with nature at Frame Park Formal Gardens and Glacial Drumlin Bike Trail. The sporting events, live music, and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Waukesha?

Taking into account the local weather in Waukesha can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Waukesha are January, March, November, and February, with each month seeing an average of 8 inches of snowfall.

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Our top choices for Waukesha hotels with a pool